CA2697520A1 - Utilisation des diaminophenothiazines reduites lyophilisees dans le traitement des troubles neurologiques a mediation par tau - Google Patents
Utilisation des diaminophenothiazines reduites lyophilisees dans le traitement des troubles neurologiques a mediation par tau Download PDFInfo
- Publication number
- CA2697520A1 CA2697520A1 CA2697520A CA2697520A CA2697520A1 CA 2697520 A1 CA2697520 A1 CA 2697520A1 CA 2697520 A CA2697520 A CA 2697520A CA 2697520 A CA2697520 A CA 2697520A CA 2697520 A1 CA2697520 A1 CA 2697520A1
- Authority
- CA
- Canada
- Prior art keywords
- phenothiazine
- gly
- lys
- ser
- pro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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- 238000011282 treatment Methods 0.000 title claims 9
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- 230000001404 mediated effect Effects 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 11
- 239000003814 drug Substances 0.000 claims abstract 12
- 208000034799 Tauopathies Diseases 0.000 claims abstract 5
- 102000039446 nucleic acids Human genes 0.000 claims abstract 2
- 108020004707 nucleic acids Proteins 0.000 claims abstract 2
- 150000007523 nucleic acids Chemical class 0.000 claims abstract 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims 16
- 229950000688 phenothiazine Drugs 0.000 claims 16
- 239000000203 mixture Substances 0.000 claims 15
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- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
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- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
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- HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical group [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 claims 2
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- PGWTYMLATMNCCZ-UHFFFAOYSA-M azure A Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 PGWTYMLATMNCCZ-UHFFFAOYSA-M 0.000 claims 1
- KFZNPGQYVZZSNV-UHFFFAOYSA-M azure B Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(NC)=CC=C3N=C21 KFZNPGQYVZZSNV-UHFFFAOYSA-M 0.000 claims 1
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- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
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- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
- G01N33/6893—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids related to diseases not provided for elsewhere
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/5415—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with carbocyclic ring systems, e.g. phenothiazine, chlorpromazine, piroxicam
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- A—HUMAN NECESSITIES
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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| GB0101049.5 | 2001-01-15 | ||
| CA2434067A CA2434067C (fr) | 2001-01-15 | 2002-01-15 | Materiaux et methodes permettant l'agregation des proteines dans une maladie neurogenerative |
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| CA2697520A Expired - Lifetime CA2697520C (fr) | 2001-01-15 | 2002-01-15 | Utilisation des diaminophenothiazines reduites lyophilisees dans le traitement des troubles neurologiques a mediation par tau |
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| GB0117326D0 (en) | 2001-07-16 | 2001-09-05 | Univ Aberdeen | Napthoquinone-type inhibitors of protein aggregation |
| US8288608B2 (en) * | 2002-07-12 | 2012-10-16 | Axon Neuroscience Se | Transgenic animal expressing alzheimer's tau protein |
| JP5186212B2 (ja) | 2004-09-23 | 2013-04-17 | ウィスタ ラボラトリーズ リミテッド | メチルチオニニウム塩化物（ｍｔｃ）などのジアミノフェノチアジニウム化合物を化学合成および精製する方法 |
| WO2006032879A2 (fr) | 2004-09-23 | 2006-03-30 | Wista Laboratories Ltd. | Procedes de synthese chimique et de purification de composes diaminophenothiazinium renfermant du chlorure de methylthioninium (mtc) |
| CN103735554B (zh) | 2006-03-29 | 2018-03-20 | 维斯塔实验室有限公司 | 蛋白聚集抑制剂 |
| AU2013200732B2 (en) * | 2006-03-29 | 2015-04-09 | Wista Laboratories Ltd. | 3,7-diamino-10H-phenothiazine salts and their use |
| CN101460222B (zh) * | 2006-03-29 | 2013-12-04 | 维斯塔实验室有限公司 | 锍化合物及其用途 |
| CN104119294B (zh) * | 2006-03-29 | 2018-10-30 | 维斯塔实验室有限公司 | 3,7-二氨基-10h-吩噻嗪化合物的制备方法 |
| CN101511803B (zh) | 2006-07-11 | 2012-10-31 | 维斯塔实验室有限公司 | 二氨基吩噻嗪*化合物的合成和/或纯化方法 |
| SI2167095T1 (sl) * | 2007-06-19 | 2019-09-30 | Wista Laboratories Ltd. | Fenotiazinske spojine za zdravljenje blage kognitivne motnje |
| EP2954932B1 (fr) * | 2007-10-03 | 2018-09-19 | WisTa Laboratories Ltd. | Utilisation thérapeutique de diaminophénothiazines |
| US20110312059A1 (en) * | 2008-08-20 | 2011-12-22 | Oligomerix Inc. | Tau protease compositions and methods |
| RU2518892C2 (ru) | 2008-09-23 | 2014-06-10 | Виста Лабораториз Лтд. | Лиганды для агрегированных молекул тау-белка |
| CN102307878B (zh) * | 2008-12-10 | 2014-10-15 | 维斯塔实验室有限公司 | 3，6-二取代的呫吨鎓盐 |
| SI2430007T1 (sl) | 2009-05-12 | 2014-05-30 | Wista Laboratories Ltd. | Postopki kemijske sinteze diaminofenotiazinijevih spojin, ki vključujejo uporabo persulfatnih oksidantov |
| JP6124591B2 (ja) * | 2009-08-28 | 2017-05-10 | ザ ボード オブ リージェンツ オブ ザ ユニバーシティー オブ テキサス システム | タウオリゴマーに結合する抗体 |
| US10266585B2 (en) | 2009-08-28 | 2019-04-23 | The Board Of Regents Of The Univerity Of Texas System | Methods of treating brain injury |
| PT2480541E (pt) | 2009-09-24 | 2016-01-26 | Wista Lab Ltd | Hidratos de cloreto de metiltiónio cristalino (azul de metileno) |
| US8828986B2 (en) | 2011-04-20 | 2014-09-09 | Prosetta Antiviral Inc. | Antiviral compounds |
| WO2011137447A1 (fr) | 2010-04-30 | 2011-11-03 | Prostetta Antiviral Inc. | Composés antiviraux |
| EP2627357B1 (fr) | 2010-10-15 | 2017-05-03 | The Board of Regents of The University of Texas System | Anticorps qui lient des oligomères amyloïdes |
| CA2818068C (fr) | 2010-11-30 | 2019-06-11 | Wista Laboratories Ltd. | Formules renfermant du chlorure de methylthioninium |
| CA2826286C (fr) | 2011-01-31 | 2021-09-21 | Intellect Neurosciences Inc. | Traitement de tauopathies |
| SI2673266T1 (sl) | 2011-02-11 | 2016-11-30 | Wista Laboratories Ltd. | Fenotiazin diaminijeve soli in njihova uporaba |
| BR112015003326A2 (pt) | 2012-08-16 | 2017-07-04 | Ipierian Inc | métodos de tratamento de uma tauopatia |
| US8980270B2 (en) | 2013-01-18 | 2015-03-17 | Ipierian, Inc. | Methods of treating a tauopathy |
| SG11201505195TA (en) * | 2013-02-06 | 2015-08-28 | Agency Science Tech & Res | Methods For Reducing Aggregate Content In Protein Preparations |
| GB201317702D0 (en) | 2013-10-07 | 2013-11-20 | Wista Lab Ltd | Methods of chemical synthesis of diaminophenothiazinium compounds including methylthioninium chloride (MTC) |
| US10765755B1 (en) | 2013-11-20 | 2020-09-08 | University Of South Florida | Preparation and characterization of methylene blue nanoparticles for Alzheimer's disease and other tauopathies |
| WO2015089375A1 (fr) * | 2013-12-13 | 2015-06-18 | The General Hospital Corporation | Espèce tau soluble de poids moléculaire élevé (hmw) et ses applications |
| JP2017512751A (ja) | 2014-02-14 | 2017-05-25 | アイピエリアン，インコーポレイティド | タウペプチド、抗タウ抗体、およびそれらの使用方法 |
| CN103864717B (zh) * | 2014-04-04 | 2015-11-11 | 山东理工大学 | 一种针状亚甲基白晶体的制备方法 |
| GB201512678D0 (en) | 2015-07-20 | 2015-08-26 | Wista Lab Ltd | Methods of chemical synthesis |
| MY201804A (en) | 2016-07-25 | 2024-03-19 | Wista Laboratories Ltd | Administration and dosage of diaminophenothiazines |
| GB201614834D0 (en) | 2016-09-01 | 2016-10-19 | Wista Lab Ltd | Treatment of dementia |
| GB201621817D0 (en) | 2016-12-21 | 2017-02-01 | Wista Lab Ltd | Methods of chemical synthesis |
| CN113164563A (zh) * | 2018-07-23 | 2021-07-23 | 因柯利尔疗法公司 | 神经性病症的治疗方法 |
| EP3826650A4 (fr) | 2018-07-23 | 2022-07-27 | Enclear Therapies, Inc. | Méthodes de traitement de troubles neurologiques |
| AU2019308873A1 (en) | 2018-07-26 | 2021-02-04 | Wista Laboratories Ltd. | Optimised dosage of diaminophenothiazines in populations |
| US11155609B2 (en) | 2019-04-05 | 2021-10-26 | TauC3 Biologies Limited | Anti-TAUC3 antibodies and uses thereof |
| JP2022526671A (ja) | 2019-04-11 | 2022-05-25 | エンクリアー セラピーズ， インク． | 脳脊髄液の改善の方法ならびにそのためのデバイスおよびシステム |
| GB201909393D0 (en) | 2019-06-28 | 2019-08-14 | Gen2 Neuroscience Ltd | Tau epitope and binding molecules |
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| WO2023232764A1 (fr) | 2022-05-31 | 2023-12-07 | Wista Laboratories Ltd. | Traitement de troubles neurodégénératifs à l'aide de composés contenant du méthylthioninium (mt) |
| WO2024061971A1 (fr) | 2022-09-21 | 2024-03-28 | Wista Laboratories Ltd. | Nouvelles formulations et véhicules |
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| GB8724412D0 (en) | 1987-10-19 | 1987-11-25 | Medical Res Council | Protein |
| ATE105585T1 (de) | 1987-12-21 | 1994-05-15 | Univ Toledo | Transformation von keimenden pflanzensamen mit hilfe von agrobacterium. |
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| KR100231226B1 (ko) | 1991-07-10 | 1999-11-15 | 스프레이그 로버트 월터 | 발수 처리용 및 발유 처리용 플루오로케미칼 조성물 |
| EP0600951A4 (en) | 1991-08-01 | 1996-10-30 | Paul H Voorheis | Diagnostic method for alzheimer's disease. |
| WO1993003177A1 (fr) | 1991-08-09 | 1993-02-18 | Massachusetts Institute Of Technology | Nouvelles proteines kinases a neurofilament et tau |
| CA2125298A1 (fr) | 1991-12-06 | 1993-06-10 | Eva-Maria Mandelkow | Outils pour le diagnostic et le traitement de la maladie d'alzheimer |
| GB9316727D0 (en) | 1993-08-12 | 1993-09-29 | Inst Of Psychiatry | Models of alzheimers's disease |
| GB9317193D0 (en) | 1993-08-18 | 1993-10-06 | Zeneca Ltd | Method |
| CA2196529A1 (fr) | 1994-08-08 | 1996-02-22 | Peter Davies | Procedes permettant de traiter et/ou de prevenir la maladie d'alzheimer a l'aide de phenothiazines et/ou de thioxanthenes |
| DE4430091A1 (de) | 1994-08-25 | 1996-02-29 | Bayer Ag | Verwendung von N-substituierten Phenothiazinen |
| GB9506197D0 (en) | 1995-03-27 | 1995-05-17 | Hoffmann La Roche | Inhibition of tau-tau association. |
| US5804601A (en) | 1995-04-10 | 1998-09-08 | Takeda Chemical Industries, Ltd. | Aromatic hydroxamic acid compounds, their production and use |
| US5693638A (en) * | 1996-02-23 | 1997-12-02 | Myers; Daniel | Method of treating a migraine headache |
| WO1999062548A1 (fr) | 1998-06-01 | 1999-12-09 | Advanced Research And Technology Institute | Procedes et compositions pour le diagnostic des pathologies tau |
| FR2788436A1 (fr) * | 1999-01-14 | 2000-07-21 | Pf Medicament | Composition d'un derive de phenothiazine |
| EP1248518A2 (fr) | 2000-01-21 | 2002-10-16 | PHARMACIA & UPJOHN COMPANY | Modele murin transgenique de maladies neurodegeneratives humaines |
| GB0017060D0 (en) * | 2000-07-11 | 2000-08-30 | Hunter Fleming Ltd | Production, stabilisation and use of reduced forms of pharmaceutical compounds |
| GB0100119D0 (en) | 2001-01-03 | 2001-02-14 | Univ Aberdeen | Materials and methods relating to protein aggregation in neurodegenerative disease |
| GB0106953D0 (en) | 2001-03-20 | 2001-05-09 | Univ Aberdeen | Neufofibrillary labels |
| GB0117326D0 (en) | 2001-07-16 | 2001-09-05 | Univ Aberdeen | Napthoquinone-type inhibitors of protein aggregation |
| US6953974B2 (en) * | 2003-08-26 | 2005-10-11 | Texas Instruments Incorporated | EEPROM device and method for providing lower programming voltage |
| GB0322756D0 (en) | 2003-09-29 | 2003-10-29 | Univ Aberdeen | Methods of chemical synthesis |
| WO2006032879A2 (fr) | 2004-09-23 | 2006-03-30 | Wista Laboratories Ltd. | Procedes de synthese chimique et de purification de composes diaminophenothiazinium renfermant du chlorure de methylthioninium (mtc) |
-
2001
- 2001-01-15 GB GBGB0101049.5A patent/GB0101049D0/en not_active Ceased
-
2002
- 2002-01-15 PT PT100076017T patent/PT2305823E/pt unknown
- 2002-01-15 EP EP02715498A patent/EP1352077B1/fr not_active Expired - Lifetime
- 2002-01-15 DE DE60237874T patent/DE60237874D1/de not_active Expired - Lifetime
- 2002-01-15 WO PCT/GB2002/000153 patent/WO2002055720A2/fr active Application Filing
- 2002-01-15 JP JP2002556766A patent/JP4422407B2/ja not_active Expired - Lifetime
- 2002-01-15 ES ES02715498T patent/ES2353202T3/es not_active Expired - Lifetime
- 2002-01-15 CA CA2434067A patent/CA2434067C/fr not_active Expired - Lifetime
- 2002-01-15 PT PT02715498T patent/PT1352077E/pt unknown
- 2002-01-15 ES ES10007601T patent/ES2407204T3/es not_active Expired - Lifetime
- 2002-01-15 AU AU2002225147A patent/AU2002225147B2/en not_active Expired
- 2002-01-15 CN CN028063015A patent/CN1496404B/zh not_active Expired - Lifetime
- 2002-01-15 DK DK02715498.8T patent/DK1352077T3/da active
- 2002-01-15 CA CA2697520A patent/CA2697520C/fr not_active Expired - Lifetime
- 2002-01-15 AT AT02715498T patent/ATE483814T1/de active
- 2002-01-15 DK DK10007601.7T patent/DK2305823T3/da active
- 2002-01-15 US US10/451,782 patent/US7335505B2/en not_active Expired - Lifetime
- 2002-01-15 EP EP10007601A patent/EP2305823B1/fr not_active Expired - Lifetime
-
2003
- 2003-10-30 HK HK03107838.8A patent/HK1055605A1/xx not_active IP Right Cessation
-
2008
- 2008-01-28 US US12/010,649 patent/US7893054B2/en not_active Expired - Fee Related
- 2008-07-22 JP JP2008188134A patent/JP5160990B2/ja not_active Expired - Lifetime
-
2011
- 2011-04-14 HK HK11103782.3A patent/HK1149588A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2353202T3 (es) | 2011-02-28 |
| GB0101049D0 (en) | 2001-02-28 |
| EP1352077B1 (fr) | 2010-10-06 |
| JP2004524831A (ja) | 2004-08-19 |
| JP4422407B2 (ja) | 2010-02-24 |
| ATE483814T1 (de) | 2010-10-15 |
| DE60237874D1 (de) | 2010-11-18 |
| EP2305823B1 (fr) | 2013-03-27 |
| US20090075984A1 (en) | 2009-03-19 |
| CA2697520C (fr) | 2014-02-04 |
| US7893054B2 (en) | 2011-02-22 |
| CA2434067C (fr) | 2010-06-22 |
| US20040110250A1 (en) | 2004-06-10 |
| EP2305823A1 (fr) | 2011-04-06 |
| ES2407204T3 (es) | 2013-06-12 |
| WO2002055720A9 (fr) | 2002-12-27 |
| DK1352077T3 (da) | 2011-01-10 |
| US7335505B2 (en) | 2008-02-26 |
| EP1352077A2 (fr) | 2003-10-15 |
| WO2002055720A3 (fr) | 2002-11-21 |
| JP5160990B2 (ja) | 2013-03-13 |
| AU2002225147B2 (en) | 2006-12-07 |
| JP2009035549A (ja) | 2009-02-19 |
| CN1496404A (zh) | 2004-05-12 |
| PT1352077E (pt) | 2011-01-12 |
| HK1149588A1 (en) | 2011-10-07 |
| DK2305823T3 (da) | 2013-06-24 |
| CN1496404B (zh) | 2011-10-19 |
| WO2002055720A2 (fr) | 2002-07-18 |
| CA2434067A1 (fr) | 2002-07-18 |
| HK1055605A1 (en) | 2004-01-16 |
| PT2305823E (pt) | 2013-07-08 |
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